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The Unscheduled CEO

The Unscheduled CEO

Jonathan Courtney 84 Episodes Aug 20, 2026

The Unscheduled CEO is a podcast hosted by Jonathan Courtney, a hairy Irish businessman. It is a rambling, incoherent monologue with no interviews, production value, or editing. The host talks about nothing in particular for about an hour each episode. The podcast is a parody of business podcasts like The Diary Of A CEO.

Episodes

Goodbye, for now (and what's next)
Goodbye, for now (and what's next) Aug 20, 2026 1027 This is the written version of this week’s episode. The podcast is the full, unedited, chaotic version. This is the good bits, organised by taking the transcript and having an AI tool clean it up. Hey youuu.The time has come…This will be the last episode of The Unscheduled CEO for a while. Forever? Maybe, but definitely for quite some time.I’m hitting the pause button on The Unscheduled CEO. The i
How I deal with haters
How I deal with haters Aug 11, 2026 2173 This is the written version of this week’s episode. The podcast is the full, unedited, chaotic version, this is just the rundown of what we talked about, cleaned up from the transcript with an AI tool. Hey,UUugghhhhh i’m tired lads.Too much travel the last few weeks. My brain is sludgy, but i’m back in the studio!I had a completely different topic planned for this one, but I ended up talking about
Did success kill my creative spirit? Well...
Did success kill my creative spirit? Well... Aug 4, 2026 894 Hey!I don’t have time to do the proper written version of this weeks episode because this one’s coming in HOT from a windy beach in Ireland!It’s a short, 15 min stream of consiousness about success, money and creativity though. I think anyway. I also don’t have time to listen to any of it to remind myself of what it’s about.BUT I hope you like it.See y’all next Tuesday. Cheers and love,JonathanP.S
How I get my best ideas (my creative routine)
How I get my best ideas (my creative routine) Jul 28, 2026 1925 The written version of this week’s episode. The podcast is the full, unedited, chaotic version. This is the good bits, organised by taking the transcript and having an AI tool clean it up. HEY!I was supposed to fly back to Berlin yesterday.Instead I’m sitting on the ground in a forest in Sweden, recording this week’s episode on AirPods and a laptop camera. Changing my flight was quoted at €15, the
Why Do Rich People Keep Making Content?
Why Do Rich People Keep Making Content? Jul 21, 2026 4181 The written version of this week’s episode. The podcast is the full, unedited, chaotic version, this is just the rundown of what we talked about, cleaned up from the transcript with an AI tool. [Spotify / Apple / YouTube]Hey,This week it’s me and Eli in the studio, plus my daughter hanging out in the background because it’s summer holidays, plus a fire alarm inspection, plus plumbers on the way. C
Being Weird is Your Only Unfair Advantage
Being Weird is Your Only Unfair Advantage Jul 14, 2026 6014 The written version of this week’s episode. The podcast is the full, unedited, occasionally unhinged version, this is just the rundown of what we talked about. Listen: [Spotify / Apple / YouTube]***BEFORE WE START I NEED TO TELL YOU ABOUT A VERY HILLARIOUS AUDIO ISSUE IN THIS EPISODE: Look guys, I dont listen to or watch these episodes before I hit publish so sometimes stuff is just… broken. This
I Hated My Company So Much I Tried To Give It Away
I Hated My Company So Much I Tried To Give It Away Jul 7, 2026 4143 This is the written version of this week's episode. As always, the podcast is the full, unedited, occasionally unhinged version — this is the good bits, organised. Listen on [Spotify / Apple / YouTube].Hey,So this is a crazy one:Between roughly 2018 and 2022, at the exact moment AJ&Smart hit its peak revenue (around $6 million revenue, with a 47% profit margin), I wanted to give the company away.N
What nobody tells you about having kids as a CEO
What nobody tells you about having kids as a CEO Jun 30, 2026 2779 Hey what’s up!In this week’s episode of Unscheduled I talk about what it’s like to run a business while being a fairly involved father. It’s a very complicated and nuanced topic that gets a lot of people VERY angry on the internet. My hope for this episode is to speak to the reality of what it’s like raising kids as an entrepreneur from both my perspective and my entrepreneur-friends perspectives.
Selling Was Hard Until I Understood This Concept
Selling Was Hard Until I Understood This Concept Jun 23, 2026 2162 Guys… i’m BOILING over here.It’s the second heat wave of the summer here in Germany, 36°C in a country where almost nothing has air conditioning, so this is a short episode. But it’s a good one!Last week I talked about the ideal business model for a consultant. This week I want to talk about a concept that changed how I sell.For years I made selling harder than it needed to be, and then I understo
If I Knew This At 20 I'd Have Retired By 30
If I Knew This At 20 I'd Have Retired By 30 Jun 16, 2026 3631 Hey,this week I want to try something a little different with the pod: i’m adding an enhanced summary of the “main takeaway” of the episode for those of you who prefer to just get to the good stuff and skip the rest.Of course I still think you should listen to the full episode to get the context, or at least put it on in the background while you scan through this. But whatever way you like to cons
I pushed myself too hard this time...
I pushed myself too hard this time... Jun 9, 2026 3796 My friends, I’m tired!After a long weekend camping with the family combined with a hospital visit… how do I still find the time to record a show? In this episode I talk about how I still get content out there even when I really don’t feel like it.Cheers,Jonathan This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unscheduled
I Went Back to LinkedIn, It Was a Mistake (feat Jake Knapp!)
I Went Back to LinkedIn, It Was a Mistake (feat Jake Knapp!) Jun 2, 2026 6732 This week I sit down for a chat with my old friend Jake Knapp (the guy who wrote Sprint and lot’s of other great books!).We chat about the new Ferrari thing, AI, and then we realise that we both don’t know what the P in Chat GPT stands for…. Cheers,Jonathan This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unscheduledceo.c

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